Hydrochloric Acid → N,N'-Dimethoxy-N,N'-dimethyloxamide

A mixture of 48.0 g (0.49 mol) of N,O-dimethylhydroxylamine.HCl in 250 mL of 3:2 v/v CH2Cl2pyridine was cooled to −78° C. and was treated with 17.4 mL (0.2 mol) of oxalyl chloride maintaining the internal temperature at less than −70° C. The resulting mixture was allowed to warm to rt and stirred for 20 h. The reaction was quenched with 250 mL of sat'd NaCl and the quenched mixture was extracted with 3×400 mL of CH2Cl2. The extracts were combined, dried over MgSO4 and concentrated. Recrystallization from 250 mL of MTBE afforded 24.28 g (69%) of the title compound: 1H NMR (500 MHz) δ3.25 (s, 6H), 3.75 (s, 6H).

1. customThe reaction was quenched with 250 mL of sat'd NaCl
2. extractionthe quenched mixture was extracted with 3×400 mL of CH2Cl2
3. dry with materialdried over MgSO4
4. concentrationconcentrated
5. customRecrystallization from 250 mL of MTBE

ORD-Eintrag

ord-c6657e06baca4df793583aa0ee7852f9

Quelldatensatz

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06399619B1